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Sigma-Aldrich

2-(Trichloroacetyl)pyrrole

99%

Synonym(s):

2-Pyrrolyl trichloromethyl ketone

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About This Item

Empirical Formula (Hill Notation):
C6H4Cl3NO
CAS Number:
35302-72-8
Molecular Weight:
212.46
MDL number:
MFCD00128757
UNSPSC Code:
12352100
PubChem Substance ID:
24864647
NACRES:
NA.22

Assay

99%

mp

72-74 °C (lit.)

SMILES string

ClC(Cl)(Cl)C(=O)c1ccc[nH]1

InChI

1S/C6H4Cl3NO/c7-6(8,9)5(11)4-2-1-3-10-4/h1-3,10H

InChI key

BBFDGMDENAEMKF-UHFFFAOYSA-N

General description

2-(Trichloroacetyl)pyrrole is a 2-substituted pyrrole. It undergoes acylation to afford 4-acyl derivatives (4-formyl to 4-hexanoyl).

Application

2-(Trichloroacetyl)pyrrole may be used in the synthesis of following:
  • pyrrole-2-carboxylates, tris[2-(2-pyrryl-carboxy)ethyl]amine and tetrakis(2-pyrryl-carboxy-methyl)methane
  • 1-oxo-2,3-disubstituted -pyrrolo[1,2-a]pyrazines
  • 4-pyridylmethyl 1H-pyrrole-2-carboxyl­ate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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4-Pyridylmethyl 1H-pyrrole-2-carboxylate.
Wang W-Y and Yin Z-M.
Acta Crystallographica Section E, Structure Reports Online, 63(5), o2737-o2738 (2007)
Total synthesis of peramine.
Dumas, DJ.
The Journal of Organic Chemistry, 53(20), 4650-4653 (1988)
Synthesis of 2-alkylputrescines from 3-alkylpyrroles.
Garrido DOA, et al.
The Journal of Organic Chemistry, 53(2), 403-407 (1988)
Pyrrole-2-carboxylate dimer: a robust supramolecular synthon for crystal engineering.
Yin Z and Li Z.
Tetrahedron Letters, 47(45), 7875-7879 (2006)

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